General Information of Natural Product (ID: NP0431)
  Natural Product Name
Hexyl Isothiocyanate
  Synonyms
Hexyl isothiocyanate; 4404-45-9; 1-Isothiocyanatohexane; n-Hexyl isothiocyanate; 1-Hexyl isothiocyanate; Hexane, 1-isothiocyanato-; Isothiocyanic acid, hexyl ester; UNII-2S7C3GA0Z5; n-Hexyl mustard oil; 1-Isothiocyanato-hexane; 2S7C3GA0Z5; Hexyl isothiocyanate, 95%; CCRIS 7549; EINECS 224-549-2; n-hexylisothiocyanate; MFCD00014445; 1-Isothiocyanatohexane #; SCHEMBL331230; 1-Hexyl isothiocyanate, 97%; CHEMBL298717; L-Leucinebenzylesterhydrochloride; DTXSID50196023; ZINC2146665; AKOS001044539; FS-3912; MCULE-6056221769; DB-051186; FT-0607993; D95721; Q27255537
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  Formula C7H13NS
  Weight 143.25
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C7H13NS/c1-2-3-4-5-6-8-7-9/h2-6H2,1H3
  InChI Key WXYAXKKXIGHXDS-UHFFFAOYSA-N
  Isomeric SMILES CCCCCCN=C=S
  Canonical SMILES CCCCCCN=C=S
  External Links PubChem ID 78120
CAS ID 4404-45-9
CHEMBL ID CHEMBL298717
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Arabidopsis thaliana
  Factor Name: T-DNA Knock-Out Treatment [1]
              Species Info Factor Info
               Experiment Detail
In vitro cultivation of Arabidopsis wildtype and mutant plants: Seeds were sterilized according to standard lab routines (EtOH, NaOCl/NaOH) prior to aseptical (in vitro) cultivation in 500 ml screw cap jars on MS medium (4.3 g/l; 50 ml/jar) containing Bacto- and Phytoagar (1:2; 6 g/l) and 30 g/l sucrose. Ten seeds were pipetted into each jar and plants grown for 6 weeks until flowering at a temperature of 20 ℃ under a 16/8 h day/ night regime using fluorescent tubes (Osram Lumilux Plus Eco 36 W). Both Arabidopsis thaliana wildtype plants of ecotype Columbia-0 (Col) and 4 Col-derived T-DNA knock-out mutants (homozygous lines) showing deficiencies in the GLS biosynthesis pathway were used in this study (five parallels for wildtype and mutants): TGG1 (Atg526000; Salk_130469), TGG2 (At5g25980; Salk_038730), Cyp83A1 (At4g13770) and Cyp83B1 (At4g31500; Salk_028573). Greenhouse-cultivation of Arabidopsis ecotypes: The following Arabidopsis ecotypes were used in the study: Columbia (Col), Cape Verde Islands (Cvi), Landsberg erecta (Ler) and Wassilewskija (Ws). Single plants were greenhouse-cultivated on fertilized soil (P-Jord; Emmaljunga Torvmull AB) in plug trays (9 × 6 cells) at a temperature of 20 ℃ (three parallels for each ecotype). Due to the 6-weeks growth period (November/December 2003), the plants were cultivated under a 16/8 h day/night regime using metal halide lamps (Osram HQI-T 400 W) placed 130 cm above the trays. Depending on the ecotypical plant development, whole plants were sampled after 3-4 weeks right before bolting for in vivo studies, while investigations of single plant organs (leaf, stem, inflorescence) were carried out after 5-6 weeks of cultivation.
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               Factor Function
Metabolites from methionine, leucine and phenylalanine-derived glucosinolates were most abundant (4-methylthiobutyl, 4-methylpentyl, 2-phenylethyl). In addition, 24 monoterpenes, 26 sesquiterpenes and 12 aromatic structures, predominantly observed in inflorescenses, are described. Excluding the vast group of straight chain aliphatic structures, a total of 102 volatile compounds were detected, of which 59 are reported in Arabidopsis thaliana for the first time, thus emphasizing the sensitivity and applicability of solid-phase microextraction for volatile profiling of plant secondary metabolites.
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               Factor Part Location NP Content
 
Arabidopsis thaliana wildtype
Whole plant Norway
NP Content: 0.52 %
 
A. thaliana T-DNA knock-out mutant Cyp83A1: (At4g13770)
Whole plant Norway
NP Content: 0.28 %
 
A. thaliana T-DNA knock-out mutant Cyp83B: (At4g31500; Salk_028573)
Whole plant Norway
NP Content: 1.18 %
 
A. thaliana T-DNA knock-out mutant TGG1: (Atg526000; Salk_130469)
Whole plant Norway
NP Content: 0.48 %
 
A. thaliana T-DNA knock-out mutant TGG2: (At5g25980; Salk_038730)
Whole plant Norway
NP Content: 0.34 %
References
1 Volatile profiling of Arabidopsis thaliana - Putative olfactory compounds in plant communication